compound 3 [PMID: 26055709]   Click here for help

GtoPdb Ligand ID: 12221

Synonyms: GSK3036342A | PDE12-IN-3
PDB Ligand
Compound class: Synthetic organic
Comment: This compound is a small molecule inhibitor of phosphodiesterase 12 (PDE12) [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 107.17
Molecular weight 491.54
XLogP 3.66
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES OCC1C(OCCN1C(=O)c1ccc2c(c1)n(C)c(n2)c1c[nH]c2c1ccc(c2)C#N)c1ccccc1
Isomeric SMILES Cn1c2c(ccc(c2)C(=O)N2CCOC(C2CO)c2ccccc2)nc1c1c[nH]c2cc(ccc12)C#N
InChI InChI=1S/C29H25N5O3/c1-33-25-14-20(29(36)34-11-12-37-27(26(34)17-35)19-5-3-2-4-6-19)8-10-23(25)32-28(33)22-16-31-24-13-18(15-30)7-9-21(22)24/h2-10,13-14,16,26-27,31,35H,11-12,17H2,1H3
InChI Key BFUYKHPXWBXKQQ-UHFFFAOYSA-N
References
1. Wood ER, Bledsoe R, Chai J, Daka P, Deng H, Ding Y, Harris-Gurley S, Kryn LH, Nartey E, Nichols J et al.. (2015)
The Role of Phosphodiesterase 12 (PDE12) as a Negative Regulator of the Innate Immune Response and the Discovery of Antiviral Inhibitors.
J Biol Chem, 290 (32): 19681-96. [PMID:26055709]